Reaktion #1173391

Reaktionsgleichung

4-(1H-imidazol-1-ylmethyl)-1,2-benzenediamine

diphenylethanedione

→

6-(1H-imidazol-1-ylmethyl)-2,3-diphenylquinoxaline

Ausbeute 55.0%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux temperature
2. 2
   EinengenThe reaction mixture was concentrated
3. 3
   Sonstigethe concentrate was purified by column chromatography over silica gel using
4. 4
   workup.ADDITIONa mixture of trichloromethane and methanol (95:5 by volume) as eluent
5. 5
   SonstigeThe pure fractions were collected
6. 6
   Sonstigethe eluent was evaporated
7. 7
   SonstigeThe residue was crystallized from a mixture of 1,1'-oxybisethane and ethanol
8. 8
   FiltrationThe product was filtered off
9. 9
   Sonstigedried

Vorschrift

A mixture of 3.76 parts of 4-(1H-imidazol-1-ylmethyl)-1,2-benzenediamine, 4.5 parts of diphenylethanedione and 80 parts of ethanol was stirred for 4 hours at reflux temperature. The reaction mixture was concentrated and the concentrate was purified by column chromatography over silica gel using a mixture of trichloromethane and methanol (95:5 by volume) as eluent. The pure fractions were collected and the eluent was evaporated. The residue was crystallized from a mixture of 1,1'-oxybisethane and ethanol. The product was filtered off and dried, yielding 4 parts (55%) of 6-(1H-imidazol-1-ylmethyl)-2,3-diphenylquinoxaline; mp. 159.3° C. (comp. 8).

Quelle